3-(5-Hydroxy-5-phenylcyclohexa-1,3-dien-1-yl)prop-2-enoic acid

Details

• Internal ID: 52fd5e4f-5d2d-4079-9387-582958e6f78e
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 3-(5-hydroxy-5-phenylcyclohexa-1,3-dien-1-yl)prop-2-enoic acid
• InChI: InChI=1S/C15H14O3/c16-14(17)9-8-12-5-4-10-15(18,11-12)13-6-2-1-3-7-13/h1-10,18H,11H2,(H,16,17)
• InChI Key: TYINKWIQVWYLDW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.5434	54.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8746	87.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6057	60.57%
P-glycoprotein inhibitior	-	0.9692	96.92%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	-	0.5999	59.99%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.6539	65.39%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.9382	93.82%
CYP2C8 inhibition	-	0.6794	67.94%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.6189	61.89%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.9512	95.12%
Skin irritation	-	0.5705	57.05%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8742	87.42%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	+	0.7416	74.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5201	52.01%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.6311	63.11%
Androgen receptor binding	+	0.5377	53.77%
Thyroid receptor binding	-	0.7162	71.62%
Glucocorticoid receptor binding	-	0.6207	62.07%
Aromatase binding	+	0.7379	73.79%
PPAR gamma	+	0.8827	88.27%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9252	92.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.48%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.58%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.26%	94.08%
CHEMBL4040	P28482	MAP kinase ERK2	89.63%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.78%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.03%	94.23%

Plants that contains it

• Ophryosporus chilca

Cross-Links

• PubChem: 163189973
• LOTUS: LTS0107853
• wikiData: Q105267354